Suzanne van der Wilden

Photo: Sergio Kurhajec

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The Jacket
"As I've gotten older, my weight has varied a lot," says Suzanne van der Wilden, 49, a real estate agent who, in addition to contending with the effects of age, has an autoimmune disorder that can sap her energy. As a result, she can flip-flop between a size 12 and a size 8.

This blue blazer is a dependable year-round classic, ideal for defining the waist without clinging to it.

Glassman pairs it with a slightly billowy shell and dark-wash jeans that contain extra stretch to accommodate weight changes. He suggests leaving the shell untucked when you're up a few pounds, and tucking it in when you're down.

Blazer, Theory. Shirt, Rachel Rachel Roy. Jeans, NYDJ. Earrings, Kanupriya. Necklace, Janis Provisor Jewelry. Shoes, Brian Atwood.